US5084488A - Melamine resin moldings having increased elasticity - Google Patents

Melamine resin moldings having increased elasticity Download PDF

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US5084488A
US5084488A US07/550,992 US55099290A US5084488A US 5084488 A US5084488 A US 5084488A US 55099290 A US55099290 A US 55099290A US 5084488 A US5084488 A US 5084488A
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melamine
sub
substituted
fibers
formaldehyde
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US07/550,992
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Juergen Weiser
Wolfgang Reuther
Gerhard Turznik
Wolfgang Fath
Heinz Berbner
Onno Graalmann
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BASF SE
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BASF SE
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Assigned to BASF AKTIENGESELLSCHAFT reassignment BASF AKTIENGESELLSCHAFT ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: BERBNER, HEINZ, FATH, WOLFGANG, GRAALMANN, ONNO, REUTHER, WOLFGANG, TURZNIK, GERHARD, WEISER, JUERGEN
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/141—Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/30—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines
    • C08G12/32—Melamines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/40—Chemically modified polycondensates
    • C08G12/42—Chemically modified polycondensates by etherifying
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/94—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of other polycondensation products
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
    • C08J2361/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08J2361/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08J2361/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine

Definitions

  • the present invention relates to melamine/formaldehyde condensation resin moldings, in particular foams and fibers, having increased elasticity, in which some of the melamine has been replaced by substituted melamine.
  • DE-A-2,915,457 describes melamine/formaldehyde condensation resin foams in which some or all of the melamine may be replaced by alkyl-substituted melamine. Replacement by hydroxyoxaalkylmelamines is not disclosed.
  • EP-A-221,330 describes melamine/formaldehyde condensation resin moldings, preferably foams and fibers, in which from 1 to 80% by weight of the melamine has been replaced by hydroxyalkylaminemelamine. The addition increases the strength, but reduces the elasticity.
  • the present invention accordingly provides moldings, preferably foams and fibers, based on melamine/formaldehyde condensation products in which from 0.1 to 70 mol % of the melamine has been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
  • the melamine/formaldehyde condensation products which are suitable for the production of the moldings are known and described, for example, in DE-A-2,915,457.
  • the melamine:formaldehyde molar ratio may vary within broad limits of from 1:1.5 to 1:4.5, preferably from 1:2.5 to 1:3.5.
  • the essential feature of the present invention is the use of hydroxyoxaalkylmelamines. These substances and their preparation are disclosed in EP-A-225,433. These compounds are melamines which carry from 1 to 3 groups of the formula
  • N-Mono-, N,N'-bis- and N,N',N"-tris(5-hydroxy-3-oxapentyl)melamine is particularly suitable.
  • a mixture of these three compounds is preferably employed, for example in the molar ratio 1:0.5 to 10:0.5 to 10.
  • hydroxyoxaalkylmelamines have an unlimited shelf life in aqueous solution.
  • from 0.1 to 70mol % of the melamine in the known melamine/formaldehyde condensation products are replaced by hydroxyoxaalkylmelamines.
  • Fibers are expediently produced using from 1 to 70, preferably 2 to 50 and in particular 5 to 25 mol % of the substituted melamine.
  • Foams are expediently produced using from 0.1 to 50, preferably 0.5 to 30 and in particular 1 to 15 mol % of the substituted melamine.
  • the resins generally have a melamine component: formaldehyde molar ratio of from 1:1.5 to 1:4.5, preferably 1:2.5 to 1:3.5. They may also contain small amounts of customary additives, such as disulfate, formide, citrate, phosphate, polyphosphate, urea, dicyandiamide or cyanamide. Moldings are produced by curing the resins in a conventional manner by adding small amounts of acids, preferably formic acid.
  • Foams can be produced by foaming an aqueous solution or dispersion containing the melamine/formaldehyde precondensate modified according to the invention, an emulsifier, a blowing agent and a curing agent, and also, if desired, customary additives, and subsequently curing the foam.
  • the melamine/formaldehyde resin modified according to the invention is spun in a heated atmosphere in a manner known per se after addition of a curing agent and at the same time the solvent (H 2 O) is evaporated and the condensate is cured.
  • a process of this type is described in detail in DE-A-2,364,091.
  • the fibers obtained have increased elongation and low sliding friction.
  • the elongation at break of the HOM fibers is 30% (cf. HEM 15%).
  • the sliding friction test gave a coefficient of 0.65 (HEM 0.9) at a speed of 2 mm/s.
  • the foamable mixture obtained in this way is foamed at 120 degrees in a microwave oven with irradiation by microwave energy and cured. Hot air at 250 degrees is subsequently passed through the crude foam for 30 minutes.
  • the final foam has a density of 12 kg/m 3 . 17% of the melamine has been replaced by hydroxyoxapentylmelamine.
  • the elongation at break (DIN 53 455) is increased by 25%.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Textile Engineering (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Phenolic Resins Or Amino Resins (AREA)
  • Artificial Filaments (AREA)

Abstract

Moldings, in particular foams and fibers, based on melamine/formaldehyde condensation products, in which from 0.1 to 70 mol% of the melamine have been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
--(CH.sub.2 --CH.sub.2 --O).sub.n --CH.sub.2 --CH.sub.2 --OH (n=1-5)
have increased elasticity.

Description

The present invention relates to melamine/formaldehyde condensation resin moldings, in particular foams and fibers, having increased elasticity, in which some of the melamine has been replaced by substituted melamine.
Melamine resin foams and fibers have been disclosed, for example, in DE-A-2,915,457 and DE-A-2,364,091. It is an object of the present invention to improve the elasticity of moldings of this type.
DE-A-2,915,457 describes melamine/formaldehyde condensation resin foams in which some or all of the melamine may be replaced by alkyl-substituted melamine. Replacement by hydroxyoxaalkylmelamines is not disclosed.
EP-A-221,330 describes melamine/formaldehyde condensation resin moldings, preferably foams and fibers, in which from 1 to 80% by weight of the melamine has been replaced by hydroxyalkylaminemelamine. The addition increases the strength, but reduces the elasticity.
We have found that the abovementioned object is achieved by replacing from 1 to 70 mol % of the melamine in the melamine/formaldehyde condensation resins by a melamine substituted by from 1 to 3 hydroxyoxaalkyl groups.
The present invention accordingly provides moldings, preferably foams and fibers, based on melamine/formaldehyde condensation products in which from 0.1 to 70 mol % of the melamine has been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
--(CH.sub.2 --CH.sub.2 --O).sub.n --CH.sub.2 --CH.sub.2 --OH (n=1-5).
The melamine/formaldehyde condensation products which are suitable for the production of the moldings are known and described, for example, in DE-A-2,915,457. The melamine:formaldehyde molar ratio may vary within broad limits of from 1:1.5 to 1:4.5, preferably from 1:2.5 to 1:3.5.
The essential feature of the present invention is the use of hydroxyoxaalkylmelamines. These substances and their preparation are disclosed in EP-A-225,433. These compounds are melamines which carry from 1 to 3 groups of the formula
--(CH.sub.2 --CH.sub.2 --O).sub.n --CH.sub.2 -CH.sub.2 --OH (n=1-5)
in particular the 5-hydroxy-3-oxapentyl group. N-Mono-, N,N'-bis- and N,N',N"-tris(5-hydroxy-3-oxapentyl)melamine is particularly suitable. A mixture of these three compounds is preferably employed, for example in the molar ratio 1:0.5 to 10:0.5 to 10. In contrast to hydroxyethylmelamines, hydroxyoxaalkylmelamines have an unlimited shelf life in aqueous solution. In the invention, from 0.1 to 70mol % of the melamine in the known melamine/formaldehyde condensation products are replaced by hydroxyoxaalkylmelamines.
Fibers are expediently produced using from 1 to 70, preferably 2 to 50 and in particular 5 to 25 mol % of the substituted melamine.
Foams are expediently produced using from 0.1 to 50, preferably 0.5 to 30 and in particular 1 to 15 mol % of the substituted melamine.
To prepare the resins, melamine and substituted melamine are polycondensed together with formaldehyde. However, it is also possible to start from mixtures of the individual condensation products with formaldehyde or to subsequently add further (substituted) melamine to one of the condensation products. The resins generally have a melamine component: formaldehyde molar ratio of from 1:1.5 to 1:4.5, preferably 1:2.5 to 1:3.5. They may also contain small amounts of customary additives, such as disulfate, formide, citrate, phosphate, polyphosphate, urea, dicyandiamide or cyanamide. Moldings are produced by curing the resins in a conventional manner by adding small amounts of acids, preferably formic acid.
Foams can be produced by foaming an aqueous solution or dispersion containing the melamine/formaldehyde precondensate modified according to the invention, an emulsifier, a blowing agent and a curing agent, and also, if desired, customary additives, and subsequently curing the foam. It has become apparent that particularly elastic foams are obtained if relatively highly concentrated, preferably 68 percent strength by weight or more and in particular 72 percent strength by weight or more solutions or dispersions are employed (the concentrations being based on the resin/water mixture without additives) and if foaming is carried out under conditions such that initially only a slight increase in viscosity occurs, and the curing, with a considerable increase in viscosity, only commences when the foaming is substantially complete. A process of this type is described in detail in DE-A-2,915,457. The foams obtained have increased elasticity, elongation at break and tensile strength.
In order to produce fibers, the melamine/formaldehyde resin modified according to the invention is spun in a heated atmosphere in a manner known per se after addition of a curing agent and at the same time the solvent (H2 O) is evaporated and the condensate is cured. A process of this type is described in detail in DE-A-2,364,091. The fibers obtained have increased elongation and low sliding friction.
EXAMPLE 1 Melamine resin containing 10 mol % of substituted melamine
114 g of formaldehyde (40%), 160 g of melamine, 70 g of paraformaldehyde, 58 g of 80% hydroxyoxapentylmelamine (mono:bis:tris=1:5:4), 9 g of sodium disulfite and 11 g of dicyandiamide are heated to 95° C. As soon as a clear solution forms, the pH is adjusted to 8. The mixture is kept at 95° C. until a viscosity of 350 Pas is reached. After rapid cooling, a resin having a final viscosity of 380 Pas is obtained.
Production of fibers and physical data
2% of formic acid (35%) are added to the above-described resin, which is mixed to form a homogeneous material and fed to a centrifugal spinning apparatus. Fibers having a diameter of from 5 to 15 μm are obtained. The final strength is achieved by conditioning (200° C., 10 min).
The elongation at break of the HOM fibers is 30% (cf. HEM 15%). The sliding friction test gave a coefficient of 0.65 (HEM 0.9) at a speed of 2 mm/s.
EXAMPLE 2 Melamine resin containing 3 mol % of substituted melamine
20 g of a mixture of N-mono-, N,N'-bis- and N,N',N"-trishydroxyoxapentylmelamine in the molar ratio 1:5:4 is dissolved in 80 g of water. This solution has a shelf life of significantly longer than 6 months.
50 g of this solution are mixed with stirring at room temperature with 200 g of a spray-dried, sulfite-containing melamine/formaldehyde resin (molar ratio 1:3) and 51 g of water, in which 2 g of sodium formate and 4 g of sodium citrate are dissolved, to form a homogeneous mixture.
Production of foams and physical data
A mixture of 5 g of water, 4.5 g of the sodium salt of C-15 paraffinsulfonic acid (as a 40% strength solution) and 2.7 g of the sodium salt of a sulfated C-16/C-18 alfol (as a 50% strength solution) which has been reacted with 80 mol of ethylene oxide, 7.0 g of formic acid (75%) and 50 g of pentane is incorporated into the above-described resin solution to form a homogeneous mixture.
The foamable mixture obtained in this way is foamed at 120 degrees in a microwave oven with irradiation by microwave energy and cured. Hot air at 250 degrees is subsequently passed through the crude foam for 30 minutes. The final foam has a density of 12 kg/m3. 17% of the melamine has been replaced by hydroxyoxapentylmelamine.
Compared with a foam produced without the addition according to the invention, the elongation at break (DIN 53 455) is increased by 25%.

Claims (3)

We claim:
1. A foamed molding, based on a melamine/formaldehyde condensation product, in which from 0.1 to 70 mol % of the melamine has been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
--(CH.sub.2 --CH.sub.2 --O).sub.n --CH.sub.2 --CH.sub.2 --OH (n=1-5).
2. A molding as claimed in claim 1, wherein the hydroxyoxaalkyl group is the 5-hydroxy-3-oxapentyl group.
3. A molding as claimed in claim 1, wherein the substituted melamine is a mixture of N-mono-, N,N'-bis and N,N',N"-tris(5-hydroxy-3-oxapentyl)melamine.
US07/550,992 1989-07-11 1990-07-11 Melamine resin moldings having increased elasticity Expired - Lifetime US5084488A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3922733A DE3922733A1 (en) 1989-07-11 1989-07-11 MELAMINE RESIN MOLDED BODY WITH INCREASED ELASTICITY
DE3922733 1989-07-11

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EP (1) EP0408947B1 (en)
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Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5322915A (en) * 1991-07-12 1994-06-21 Basf Aktiengesellschaft Modified melamine-formaldehyde resins
US5393828A (en) * 1992-12-14 1995-02-28 Basf Aktiengesellschaft Chemical degradation of cured amino resins
US5494616A (en) * 1993-05-11 1996-02-27 Basf Aktiengesellschaft Production of fibers by centrifugal spinning
US5496625A (en) * 1994-12-30 1996-03-05 Norfab Corporation Melamine thermal protective fabric and core-spun heat resistant yarn for making the same
US5530031A (en) * 1993-09-11 1996-06-25 Basf Aktiengesellschaft Water-insoluble melamine-formaldehyde resins
US5637704A (en) * 1993-09-15 1997-06-10 Basf Aktiengesellschaft Preparation of hydroxyoxaalkylmelamines
US5916999A (en) * 1996-04-22 1999-06-29 Basf Aktiengesellschaft Process for producing filaments from melamine/formaldehyde condensation products
US6200355B1 (en) 1999-12-21 2001-03-13 Basf Corporation Methods for deep shade dyeing of textile articles containing melamine fibers
US6297178B1 (en) 1996-05-02 2001-10-02 Basf Aktiengesellschaft Flameproof fabrics based on melamine resin fibres
US6500371B1 (en) * 1997-08-18 2002-12-31 Basf Aktiengesellschaft Continuous method for producing amino- and/or phenoplasts
CN1130408C (en) * 1996-03-01 2003-12-10 Basf公司 Condensation products based on triazines and formaldehyde
US20040024131A1 (en) * 2000-11-14 2004-02-05 Frank Borner Melt-processable amino resin based on 1,3,5-triazines and aldehydes
US20040219852A1 (en) * 2001-07-16 2004-11-04 Hans-Dieter Eichhorn Flameproof textile surface structures
US20060021148A1 (en) * 2004-07-30 2006-02-02 Weller David E Jr Fiberglass products for reducing the flammability of mattresses
US20060068675A1 (en) * 2004-09-01 2006-03-30 Handermann Alan C Wet-lay flame barrier
US20060160454A1 (en) * 2005-01-13 2006-07-20 Handermann Alan C Slickened or siliconized flame resistant fiber blends
US20060229229A1 (en) * 2005-04-11 2006-10-12 Kimberly-Clark Worldwide, Inc. Cleaning composite
US20070166488A1 (en) * 2006-01-19 2007-07-19 Trefethren Susan M Cleaning composite comprising lines of frangibility
US20090084400A1 (en) * 2005-06-10 2009-04-02 Basf Aktiengesellschaft Sheet-like and shaped articles for cleaning surfaces
US20090110593A1 (en) * 2006-04-18 2009-04-30 Basf Se Foamed Materials Based on Aminoplasts as Sterilizable Raw Materials
US7629043B2 (en) 2003-12-22 2009-12-08 Kimberly-Clark Worldwide, Inc. Multi purpose cleaning product including a foam and a web
US20100206263A1 (en) * 2007-10-22 2010-08-19 Toyota Jidosha Kabushiki Kaisha Direct-injection type engine
US8722779B2 (en) 2007-10-12 2014-05-13 Borealis Agrolinz Melamine Gmbh Thermoplastically processible aminoplastic resin, thermoset microfibre non-wovens, and process and plant for their production
WO2018095760A1 (en) 2016-11-23 2018-05-31 Basf Se Production of melamine-formaldehyde foams

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DE4432833A1 (en) * 1994-09-15 1996-03-21 Basf Ag Process for coloring melamine-formaldehyde condensation products
DE4440491A1 (en) * 1994-11-12 1996-05-15 Basf Ag Fire protection blankets made from melamine-formaldehyde resin fibers
DE4446386A1 (en) * 1994-12-23 1996-06-27 Basf Ag Process for the production of colored melamine-formaldehyde condensation products
DE19535255A1 (en) * 1995-09-22 1997-03-27 Basf Ag Elasticized melamine resins
CA2431037C (en) 2000-12-15 2010-05-25 Agrolinz Melamin Gmbh Modified inorganic particles
AT410211B (en) 2000-12-15 2003-03-25 Agrolinz Melamin Gmbh HALVES AND MOLDINGS FROM AMINO LASTS
HUP0302595A2 (en) 2000-12-15 2003-10-28 Agrolinz Melamin Gmbh Polymer modified inorganic particles
WO2003046053A1 (en) 2001-11-19 2003-06-05 Ami - Agrolinz Melamine International Gmbh Products, especially moulding materials of polymers containing triazine segments, method for the production thereof and uses of the same
EP2703074A1 (en) * 2012-09-04 2014-03-05 Basf Se Method for manufacturing melamine/formaldehyde foams
TW201529620A (en) * 2013-12-20 2015-08-01 Nissan Chemical Ind Ltd Fibers, composition for producing fibers, and biomaterial containing fibers

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DE2364091A1 (en) * 1972-12-28 1974-07-11 Kuraray Co FLAME RESISTANT MELAMINE RESIN FIBERS AND PROCESS FOR THEIR PRODUCTION
DE2915457A1 (en) * 1979-04-17 1980-10-30 Basf Ag ELASTIC FOAM BASED ON A MELAMINE / FORMALDEHYDE CONDENSATION PRODUCT
EP0221330A1 (en) * 1985-09-28 1987-05-13 BASF Aktiengesellschaft Foams and fibres made of melamine resins having an increased rigidity

Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5322915A (en) * 1991-07-12 1994-06-21 Basf Aktiengesellschaft Modified melamine-formaldehyde resins
US5393828A (en) * 1992-12-14 1995-02-28 Basf Aktiengesellschaft Chemical degradation of cured amino resins
US5494616A (en) * 1993-05-11 1996-02-27 Basf Aktiengesellschaft Production of fibers by centrifugal spinning
US5530031A (en) * 1993-09-11 1996-06-25 Basf Aktiengesellschaft Water-insoluble melamine-formaldehyde resins
US5637704A (en) * 1993-09-15 1997-06-10 Basf Aktiengesellschaft Preparation of hydroxyoxaalkylmelamines
US5496625A (en) * 1994-12-30 1996-03-05 Norfab Corporation Melamine thermal protective fabric and core-spun heat resistant yarn for making the same
CN1130408C (en) * 1996-03-01 2003-12-10 Basf公司 Condensation products based on triazines and formaldehyde
US5916999A (en) * 1996-04-22 1999-06-29 Basf Aktiengesellschaft Process for producing filaments from melamine/formaldehyde condensation products
US6297178B1 (en) 1996-05-02 2001-10-02 Basf Aktiengesellschaft Flameproof fabrics based on melamine resin fibres
US6500371B1 (en) * 1997-08-18 2002-12-31 Basf Aktiengesellschaft Continuous method for producing amino- and/or phenoplasts
US6200355B1 (en) 1999-12-21 2001-03-13 Basf Corporation Methods for deep shade dyeing of textile articles containing melamine fibers
US20040024131A1 (en) * 2000-11-14 2004-02-05 Frank Borner Melt-processable amino resin based on 1,3,5-triazines and aldehydes
US20040219852A1 (en) * 2001-07-16 2004-11-04 Hans-Dieter Eichhorn Flameproof textile surface structures
US7629043B2 (en) 2003-12-22 2009-12-08 Kimberly-Clark Worldwide, Inc. Multi purpose cleaning product including a foam and a web
US8163664B2 (en) 2004-07-30 2012-04-24 Owens Corning Intellectual Capital, Llc Fiberglass products for reducing the flammability of mattresses
US20060021148A1 (en) * 2004-07-30 2006-02-02 Weller David E Jr Fiberglass products for reducing the flammability of mattresses
US20060068675A1 (en) * 2004-09-01 2006-03-30 Handermann Alan C Wet-lay flame barrier
US20060160454A1 (en) * 2005-01-13 2006-07-20 Handermann Alan C Slickened or siliconized flame resistant fiber blends
US7589037B2 (en) 2005-01-13 2009-09-15 Basofil Fibers, Llc Slickened or siliconized flame resistant fiber blends
US20060229229A1 (en) * 2005-04-11 2006-10-12 Kimberly-Clark Worldwide, Inc. Cleaning composite
US20090084400A1 (en) * 2005-06-10 2009-04-02 Basf Aktiengesellschaft Sheet-like and shaped articles for cleaning surfaces
US20070166488A1 (en) * 2006-01-19 2007-07-19 Trefethren Susan M Cleaning composite comprising lines of frangibility
US20090110593A1 (en) * 2006-04-18 2009-04-30 Basf Se Foamed Materials Based on Aminoplasts as Sterilizable Raw Materials
US8722779B2 (en) 2007-10-12 2014-05-13 Borealis Agrolinz Melamine Gmbh Thermoplastically processible aminoplastic resin, thermoset microfibre non-wovens, and process and plant for their production
US20100206263A1 (en) * 2007-10-22 2010-08-19 Toyota Jidosha Kabushiki Kaisha Direct-injection type engine
WO2018095760A1 (en) 2016-11-23 2018-05-31 Basf Se Production of melamine-formaldehyde foams
US11254795B2 (en) 2016-11-23 2022-02-22 Basf Se Production of melamine-formaldehyde foams

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EP0408947A3 (en) 1991-07-31
EP0408947B1 (en) 1994-03-09
EP0408947A2 (en) 1991-01-23
DE59004871D1 (en) 1994-04-14
JPH03231957A (en) 1991-10-15
DE3922733A1 (en) 1991-01-24
JP3219272B2 (en) 2001-10-15

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